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Pharmaceutical drug
Rapacuronium bromide
Rapacuronium bromide
Other names [(2S , 3S , 5S , 8R , 9S , 10S , 13S , 14S , 16S , 17S )-3-acetyloxy-10,13-dimethyl-2-(1-piperidyl)-16-(1-prop-2-enyl-3,4,5,6-tetrahydro-2H -pyridin-1-yl)-2 ,3 ,4 ,5 ,6 ,7 ,8 ,9 ,11 ,12 ,14, 15, 16, 17-tetradecahydro-1H -cyclopenta[a ]phenanthren-17-yl]propanoate
Routes of administration
Intravenous
ATC code
Legal status
Bioavailability Not applicable
Protein binding Variable
Metabolism
Hydrolyzed to active metabolites
CYP system not involved
Elimination half-life 141 minutes (mean)
Excretion
Renal and fecal
(2β,3α,5α,16β,17β)-3-(acetyloxy)-16-(1-allylpiperidinium-1-yl)-2-piperidin-1-yl-17-(propionyloxy)androstane bromide
CAS Number
PubChem
CID
DrugBank
ChemSpider
UNII
ChEMBL
CompTox Dashboard (
EPA )
ECHA InfoCard
100.211.226
Formula C 37 H 61 N 2 O 4 +
Molar mass 597.905 g·mol−1 3D model (
JSmol )
[Br-].O=C(O[C@H]6[C@@H]([N+]1(C\C=C)CCCCC1)C[C@@H]5[C@]6(C)CC[C@H]3[C@H]5CC[C@H]4C[C@H](OC(=O)C)[C@@H](N2CCCCC2)C[C@]34C)CC
InChI=1S/C37H61N2O4.BrH/c1-6-20-39(21-12-9-13-22-39)32-24-30-28-15-14-27-23-33(42-26(3)40)31(38-18-10-8-11-19-38)25-37(27,5)29(28)16-17-36(30,4)35(32)43-34(41)7-2;/h6,27-33,35H,1,7-25H2,2-5H3;1H/q+1;/p-1/t27-,28+,29-,30-,31-,32-,33-,35-,36-,37-;/m0./s1
Y Key:LVQTUXZKLGXYIU-GWSNJHLMSA-M
Y
N Y
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Rapacuronium bromide (brand name Raplon ) is a rapidly acting, non-depolarizing
aminosteroid
neuromuscular blocker formerly used in modern
anaesthesia , to aid and enable
endotracheal intubation , which is often necessary to assist in the controlled ventilation of unconscious patients during surgery and sometimes in
intensive care . As a non-depolarizing agent it did not cause initial stimulation of muscles before weakening them.
[1]
Due to risk of fatal
bronchospasm it was withdrawn from the
United States market by
Organon on March 27, 2001, less than 2 years after its FDA approval in 1999.
[2]
References
nAChRs Tooltip Nicotinic acetylcholine receptors
Agonists (and
PAMs Tooltip positive allosteric modulators )
5-HIAA
6-Chloronicotine
A-84,543
A-366,833
A-582,941
A-867,744
ABT-202
ABT-418
ABT-560
ABT-894
Acetylcholine
Altinicline
Anabasine
Anatabine
Anatoxin-a
AR-R17779
Bephenium hydroxynaphthoate
Butinoline
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Cotinine
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Desformylflustrabromine
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Dimethylphenylpiperazinium
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Ethanol (alcohol)
Ethoxysebacylcholine
EVP-4473
EVP-6124
Galantamine
GTS-21
Ispronicline
Ivermectin
JNJ-39393406
Levamisole
Lobeline
MEM-63,908 (RG-3487)
Morantel
Nicotine (
tobacco )
NS-1738
PHA-543,613
PHA-709,829
PNU-120,596
PNU-282,987
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RJR-2429
Sazetidine A
SB-206553
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SIB-1508Y
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TC-1698
TC-1734
TC-1827
TC-2216
TC-5214
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TC-6683
Tebanicline
Tribendimidine
Tropisetron
UB-165
Varenicline
WAY-317,538
XY-4083
Antagonists (and
NAMs Tooltip negative allosteric modulators )
Precursors (and
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